# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 2269115'
loop_
_audit_author_name
_audit_author_address
'Chao-Wan Chang'
;National Taiwan Normal University
Taiwan
;
_audit_update_record             
;
2023-10-21 deposited with the CCDC.	2023-10-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H4 Cl Cu2 N5'
_chemical_formula_sum            'C6 H4 Cl Cu2 N5'
_chemical_formula_weight         308.67

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   19.689(5)
_cell_length_b                   3.6236(9)
_cell_length_c                   11.631(3)
_cell_angle_alpha                90
_cell_angle_beta                 102.953(3)
_cell_angle_gamma                90
_cell_volume                     808.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    2199
_cell_measurement_theta_min      2.05
_cell_measurement_theta_max      24.59

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.535
_exptl_crystal_F_000             600
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    5.543
_shelx_estimated_absorpt_T_min   0.375
_shelx_estimated_absorpt_T_max   0.809
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3752
_exptl_absorpt_correction_T_max  0.8087
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX2'
_diffrn_measurement_method       'phi & omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            1437
_diffrn_reflns_av_unetI/netI     0.0335
_diffrn_reflns_av_R_equivalents  0.0173
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_k_max       1
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.123
_diffrn_reflns_theta_max         25.069
_diffrn_reflns_theta_full        25.069
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.838
_diffrn_reflns_point_group_measured_fraction_full 0.838
_reflns_number_total             1200
_reflns_number_gt                1156
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.712
_reflns_Friedel_fraction_max     0.698
_reflns_Friedel_fraction_full    0.699

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 19)'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1993)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0805P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difma;
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.38(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1200
_refine_ls_number_parameters     128
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0305
_refine_ls_R_factor_gt           0.0240
_refine_ls_wR_factor_ref         0.1018
_refine_ls_wR_factor_gt          0.0655
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu -0.14358(8) -0.1553(4) 0.64765(14) 0.0215(4) Uani 1 1 d . . . . .
Cu2 Cu -0.05000(6) -0.9890(3) 0.46608(9) 0.0192(4) Uani 1 1 d . . . . .
Cl1 Cl -0.13477(13) -0.4986(6) 0.4667(2) 0.0164(6) Uani 1 1 d . . . . .
C1 C 0.0567(5) 0.141(3) 0.7142(8) 0.013(2) Uani 1 1 d . . . . .
C2 C 0.1244(5) 0.222(3) 0.6871(9) 0.0120(18) Uani 1 1 d . . . . .
C3 C 0.1753(5) 0.385(3) 0.7735(9) 0.0126(19) Uani 1 1 d . . . . .
H3 H 0.164467 0.463987 0.845212 0.015 Uiso 1 1 calc R U . . .
C4 C 0.2411(5) 0.434(3) 0.7563(10) 0.017(2) Uani 1 1 d . . . . .
H4 H 0.275057 0.550338 0.816363 0.020 Uiso 1 1 calc R U . . .
C5 C 0.2094(5) 0.173(2) 0.5715(9) 0.0137(19) Uani 1 1 d . . . . .
H5 H 0.221407 0.099052 0.500210 0.016 Uiso 1 1 calc R U . . .
C6 C 0.1418(5) 0.121(3) 0.5818(9) 0.0136(19) Uani 1 1 d . . . . .
H6 H 0.107895 0.019203 0.518676 0.016 Uiso 1 1 calc R U . . .
N1 N -0.0476(5) -0.030(2) 0.7096(10) 0.0150(17) Uani 1 1 d . . . . .
N2 N -0.0027(4) 0.032(2) 0.6403(8) 0.0127(17) Uani 1 1 d . . . . .
N3 N 0.0495(4) 0.149(2) 0.8269(7) 0.0150(17) Uani 1 1 d . . . . .
N4 N -0.0159(4) 0.040(2) 0.8208(8) 0.0150(19) Uani 1 1 d . . . . .
N5 N 0.2594(4) 0.323(2) 0.6566(8) 0.0151(17) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1 1.920(10) . ?
Cu1 N5 1.938(8) 3_445 ?
Cu1 Cl1 2.484(3) . ?
Cu2 N4 1.962(9) 2_544 ?
Cu2 N2 2.033(9) 1_545 ?
Cu2 Cl1 2.439(2) . ?
Cu2 Cl1 2.490(2) 1_545 ?
C1 N2 1.347(13) . ?
C1 N3 1.350(13) . ?
C1 C2 1.467(13) . ?
C2 C3 1.384(14) . ?
C2 C6 1.392(14) . ?
C3 C4 1.366(15) . ?
C3 H3 0.9500 . ?
C4 N5 1.350(15) . ?
C4 H4 0.9500 . ?
C5 N5 1.345(13) . ?
C5 C6 1.375(15) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
N1 N4 1.328(14) . ?
N1 N2 1.341(14) . ?
N3 N4 1.334(12) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 N5 152.7(4) . 3_445 ?
N1 Cu1 Cl1 100.7(3) . . ?
N5 Cu1 Cl1 106.4(3) 3_445 . ?
N4 Cu2 N2 133.9(3) 2_544 1_545 ?
N4 Cu2 Cl1 116.0(3) 2_544 . ?
N2 Cu2 Cl1 97.5(2) 1_545 . ?
N4 Cu2 Cl1 106.9(3) 2_544 1_545 ?
N2 Cu2 Cl1 100.5(2) 1_545 1_545 ?
Cl1 Cu2 Cl1 94.63(9) . 1_545 ?
Cu2 Cl1 Cu1 123.05(11) . . ?
Cu2 Cl1 Cu2 94.63(9) . 1_565 ?
Cu1 Cl1 Cu2 78.78(8) . 1_565 ?
N2 C1 N3 111.2(9) . . ?
N2 C1 C2 128.5(9) . . ?
N3 C1 C2 120.2(8) . . ?
C3 C2 C6 118.0(9) . . ?
C3 C2 C1 118.4(8) . . ?
C6 C2 C1 123.5(9) . . ?
C4 C3 C2 120.4(9) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
N5 C4 C3 122.1(9) . . ?
N5 C4 H4 118.9 . . ?
C3 C4 H4 118.9 . . ?
N5 C5 C6 123.6(9) . . ?
N5 C5 H5 118.2 . . ?
C6 C5 H5 118.2 . . ?
C5 C6 C2 118.4(9) . . ?
C5 C6 H6 120.8 . . ?
C2 C6 H6 120.8 . . ?
N4 N1 N2 108.9(8) . . ?
N4 N1 Cu1 128.2(8) . . ?
N2 N1 Cu1 122.6(8) . . ?
N1 N2 C1 105.1(9) . . ?
N1 N2 Cu2 112.2(6) . 1_565 ?
C1 N2 Cu2 141.7(7) . 1_565 ?
N4 N3 C1 104.6(8) . . ?
N1 N4 N3 110.2(9) . . ?
N1 N4 Cu2 130.1(7) . 2_545 ?
N3 N4 Cu2 119.6(6) . 2_545 ?
C5 N5 C4 117.4(9) . . ?
C5 N5 Cu1 123.0(7) . 3 ?
C4 N5 Cu1 119.4(7) . 3 ?

_refine_diff_density_max         0.645
_refine_diff_density_min         -0.894
_refine_diff_density_rms         0.312

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2295033'
loop_
_audit_author_name
_audit_author_address
'Chao-Wan Chang'
;National Taiwan Normal University
Taiwan
;
_audit_update_record             
;
2023-10-21 deposited with the CCDC.	2023-10-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H10 Cl Cu3 N10 O2'
_chemical_formula_weight         552.37

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   12.0666(4)
_cell_length_b                   6.6817(2)
_cell_length_c                   20.6749(7)
_cell_angle_alpha                90
_cell_angle_beta                 107.439(2)
_cell_angle_gamma                90
_cell_volume                     1590.30(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    7189
_cell_measurement_theta_min      2.037
_cell_measurement_theta_max      25.028

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.307
_exptl_crystal_F_000             1088
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    4.181
_shelx_estimated_absorpt_T_min   0.434
_shelx_estimated_absorpt_T_max   0.634
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5133
_exptl_absorpt_correction_T_max  0.6878
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_detector_area_resol_mean 9
_diffrn_reflns_number            6143
_diffrn_reflns_av_unetI/netI     0.0500
_diffrn_reflns_av_R_equivalents  0.0812
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.065
_diffrn_reflns_theta_max         25.034
_diffrn_reflns_theta_full        25.034
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             1395
_reflns_number_gt                1370
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 19)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0810P)²+8.1389P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1395
_refine_ls_number_parameters     132
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0428
_refine_ls_wR_factor_ref         0.1286
_refine_ls_wR_factor_gt          0.1129
_refine_ls_goodness_of_fit_ref   1.136
_refine_ls_restrained_S_all      1.135
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.500000 0.2788(2) 1.250000 0.0281(4) Uani 1 2 d S T P . .
Cu2 Cu 0.26883(6) 0.14597(11) 0.74874(4) 0.0146(3) Uani 1 1 d . . . . .
Cl1 Cl 0.500000 -0.1168(3) 1.250000 0.0186(4) Uani 1 2 d S T P . .
C1 C 0.4519(6) 0.1645(11) 1.1122(3) 0.0201(15) Uani 1 1 d . . . . .
H1 H 0.475546 0.037285 1.132082 0.024 Uiso 1 1 calc R U . . .
C2 C 0.4173(6) 0.1826(12) 1.0422(3) 0.0192(15) Uani 1 1 d . . . . .
H2 H 0.417521 0.068553 1.014787 0.023 Uiso 1 1 calc R U . . .
C3 C 0.3823(7) 0.3679(9) 1.0119(3) 0.0155(12) Uani 1 1 d . . . . .
C4 C 0.3827(6) 0.5296(11) 1.0540(3) 0.0202(16) Uani 1 1 d . . . . .
H4 H 0.358463 0.657950 1.035236 0.024 Uiso 1 1 calc R U . . .
C5 C 0.4191(6) 0.5020(10) 1.1241(3) 0.0201(15) Uani 1 1 d . . . . .
H5 H 0.420019 0.614077 1.152522 0.024 Uiso 1 1 calc R U . . .
C6 C 0.3451(8) 0.3827(9) 0.9380(3) 0.0146(12) Uani 1 1 d . . . . .
N1 N 0.4530(7) 0.3233(9) 1.1530(3) 0.0216(11) Uani 1 1 d . . . . .
N2 N 0.3415(5) 0.2237(8) 0.8980(3) 0.0174(13) Uani 1 1 d . . . . .
N3 N 0.3052(6) 0.2975(8) 0.8359(3) 0.0159(11) Uani 1 1 d . . . . .
N4 N 0.2870(6) 0.4923(8) 0.8377(2) 0.0163(11) Uani 1 1 d . . . . .
N5 N 0.3105(5) 0.5536(8) 0.9022(3) 0.0155(12) Uani 1 1 d . . . . .
O1 O 0.2310(6) 0.3983(6) 0.7059(2) 0.0178(9) Uani 1 1 d D . . . .
H1O H 0.211(9) 0.401(12) 0.6632(11) 0.027 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1 1.937(5) 2_657 ?
Cu1 N1 1.937(5) . ?
Cu1 Cl1 2.643(2) . ?
Cu2 O1 1.895(4) . ?
Cu2 O1 1.902(4) 4_546 ?
Cu2 N4 1.995(5) 4_546 ?
Cu2 N3 1.997(5) . ?
C1 N1 1.353(10) . ?
C1 C2 1.387(9) . ?
C1 H1 0.9500 . ?
C2 C3 1.395(10) . ?
C2 H2 0.9500 . ?
C3 C4 1.386(9) . ?
C3 C6 1.460(8) . ?
C4 C5 1.396(9) . ?
C4 H4 0.9500 . ?
C5 N1 1.343(9) . ?
C5 H5 0.9500 . ?
C6 N2 1.340(8) . ?
C6 N5 1.357(8) . ?
N2 N3 1.321(7) . ?
N3 N4 1.323(8) . ?
N4 N5 1.341(7) . ?
O1 H1O 0.84(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 N1 162.4(4) 2_657 . ?
N1 Cu1 Cl1 98.82(18) 2_657 . ?
N1 Cu1 Cl1 98.82(18) . . ?
O1 Cu2 O1 165.67(5) . 4_546 ?
O1 Cu2 N4 93.99(19) . 4_546 ?
O1 Cu2 N4 86.80(19) 4_546 4_546 ?
O1 Cu2 N3 85.9(2) . . ?
O1 Cu2 N3 91.7(2) 4_546 . ?
N4 Cu2 N3 173.1(3) 4_546 . ?
N1 C1 C2 121.7(7) . . ?
N1 C1 H1 119.1 . . ?
C2 C1 H1 119.1 . . ?
C1 C2 C3 120.2(7) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C4 C3 C2 117.8(6) . . ?
C4 C3 C6 123.1(6) . . ?
C2 C3 C6 119.1(6) . . ?
C3 C4 C5 119.3(6) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
N1 C5 C4 122.6(6) . . ?
N1 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
N2 C6 N5 112.4(5) . . ?
N2 C6 C3 122.4(6) . . ?
N5 C6 C3 125.2(6) . . ?
C5 N1 C1 118.4(5) . . ?
C5 N1 Cu1 123.6(4) . . ?
C1 N1 Cu1 118.1(5) . . ?
N3 N2 C6 104.2(5) . . ?
N2 N3 N4 110.4(5) . . ?
N2 N3 Cu2 127.3(5) . . ?
N4 N3 Cu2 122.1(4) . . ?
N3 N4 N5 110.0(5) . . ?
N3 N4 Cu2 119.7(4) . 4_556 ?
N5 N4 Cu2 130.4(4) . 4_556 ?
N4 N5 C6 103.0(5) . . ?
Cu2 O1 Cu2 125.4(2) . 4_556 ?
Cu2 O1 H1O 117(6) . . ?
Cu2 O1 H1O 117(6) 4_556 . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 0.0(11) . . . . ?
C1 C2 C3 C4 -0.4(11) . . . . ?
C1 C2 C3 C6 -179.4(8) . . . . ?
C2 C3 C4 C5 0.8(11) . . . . ?
C6 C3 C4 C5 179.7(9) . . . . ?
C3 C4 C5 N1 -0.8(11) . . . . ?
C4 C3 C6 N2 -177.8(8) . . . . ?
C2 C3 C6 N2 1.1(13) . . . . ?
C4 C3 C6 N5 2.1(14) . . . . ?
C2 C3 C6 N5 -179.0(8) . . . . ?
C4 C5 N1 C1 0.3(12) . . . . ?
C4 C5 N1 Cu1 -178.3(6) . . . . ?
C2 C1 N1 C5 0.1(12) . . . . ?
C2 C1 N1 Cu1 178.8(6) . . . . ?
N5 C6 N2 N3 0.6(10) . . . . ?
C3 C6 N2 N3 -179.4(8) . . . . ?
C6 N2 N3 N4 -0.1(8) . . . . ?
C6 N2 N3 Cu2 -175.7(6) . . . . ?
N2 N3 N4 N5 -0.4(8) . . . . ?
Cu2 N3 N4 N5 175.5(5) . . . . ?
N2 N3 N4 Cu2 -179.9(5) . . . 4_556 ?
Cu2 N3 N4 Cu2 -4.0(8) . . . 4_556 ?
N3 N4 N5 C6 0.7(8) . . . . ?
Cu2 N4 N5 C6 -179.8(6) 4_556 . . . ?
N2 C6 N5 N4 -0.8(10) . . . . ?
C3 C6 N5 N4 179.2(8) . . . . ?
O1 Cu2 O1 Cu2 76.7(6) 4_546 . . 4_556 ?
N4 Cu2 O1 Cu2 169.3(4) 4_546 . . 4_556 ?
N3 Cu2 O1 Cu2 -3.7(4) . . . 4_556 ?

_refine_diff_density_max         0.884
_refine_diff_density_min         -1.369
_refine_diff_density_rms         0.325

